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The Neber approach to 2-(Tetrazol-5-yl)-2H-Azirines

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The synthesis of 2-(tetrazol-5-yl)-2H azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2Hazirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloidmediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines.

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Cardoso, Ana Lúcia; Gimeno, Lourdes; Lemos, Américo; Palacios, Francisco; Pinho e Melo, Teresa M. V. D. The Neber Approach to 2-(Tetrazol-5-yl)-2H-Azirines , The Journal of Organic Chemistry, 78, 14, 6983-6991, 2013.

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